Gianluca Luddi defeated Andrej Kracman 7-6 7-6 in the Italy 4 4 qualifying round on clay. The upset overturned the form book — Andrej Kracman came in leading the head-to-head 1–0, but Gianluca Luddi had been the form player, winning 6 of their last 9 on clay. Gianluca Luddi claimed a first win over Andrej Kracman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2002-06-24 | Italy 4 2 | F | clay | Andrej Kracman | 6-3 7-5 |